Winter Garden Homes For Sale

Welcome to Your Dream Home in the Heart of Winter Garden’s Highly Desirable Community - Overlook at Hamlin! Step through the grand foyer entrance and experience the perfect blend of elegance and comfort in this charming 3-bedroom, 2-bathroom home.

The perfect blend of location, value, and lifestyle is rare to find in today’s market—yet here it is. For the first time ever, this beautifully cared-for one-story pool home in the gated community of Oxford Chase is being offered by its original owners.

Welcome to your dream home in the heart of Winter Garden, Florida! This beautifully maintained 4-bedroom, 3-bathroom residence in the Alexander Ridge community offers the perfect blend of comfort, style, and modern living. Step inside to an inviting open-concept floor plan filled with natural light and thoughtful upgrades.

Welcome to 1559 Bayfront Park Alley, a refined Florida Contemporary home tucked inside the highly sought-after Waterside on Johns Lake community in Winter Garden, Florida.

One or more photo(s) has been virtually staged. Don't Miss This Beautifully Maintained Home in Waterside on John's Lake! Welcome to this stunning 4-bedroom, 3.5-bathroom home located in the highly desirable Waterside on John's Lake community, nestled in the heart of rapidly growing Winter Garden.

Welcome to 10180 Merrymeeting Bay Drive, a true gem nestled in the heart of Waterleigh—one of Winter Garden’s most sought-after communities. This stunning 5-bedroom, 3.5-bath Emerald Series home offers 3,910 square feet of beautifully upgraded living space, set on a premium lakefront lot overlooking the tranquil waters of Lake Tucker.

***NEW TILE ROOF(JULY 2025 WITH TRANSFERABLE WARRANTY)*** Tucked away in a peaceful CUL-DE-SAC, this beautiful 3-bedroom/2.5-bath home offers a rare combination of elegance, tranquility and convenience.

***BRAND NEW*** 2025 and just deliverd! Wonderfull location with beautiful view for the water back house. Are more then 3,800 s.f. with 5 beds, 4.5 baths, office, 2 cars garage, loft, and much more! The house is full of upgrades. This home truly has a high standard in terms of finishes. Future amenities in the community include a pool, gym, and clubhouse.

***Rare 5-Bedroom Gem Near DOWNTOWN WINTER GARDEN*** You won't find another home quite like this one! Located in the highly sought-after OAKS AT BRANDY LAKE community and just minutes from charming , historic downtown Winter Garden, this spacious 5-bedroom, 2.5-bath beauty (plus a loft!) is a rare find.

Impeccable Lafayette Floor Plan by Morrison Homes, nestled within the gated Reserve at Carriage Pointe. LOVINGLY MAINTAINED BY CURRENT OWNERS, this home radiates care and quality from the moment you arrive. Exceptional 4/3 layout with DEDICATED OFFICE, SALTWATER SOLAR-HEATED SCREEN-ENCLOSED POOL, and OVERSIZED THREE-CAR GARAGE!!! Spacious driveway makes parking effortless.

Welcome to Your Dream Home - Where Luxury Meets Lifestyle! Step into this beautifully designed single-level, four-bedroom, three-bathroom residence with a spacious three-car garage, perfectly blending style, functionality, and comfort. From the moment you walk through the grand foyer, you're greeted by soaring high ceilings and an abundance of natural light.

Welcome to this beautifully upgraded 4-bedroom, 2.5-bathroom home with a private enclosed office/flex space, ideally located in the sought-after Hamilton Gardens community. From the Craftsman-style front porch with ceiling fans to the 9-foot glass entry door, every detail of this home has been thoughtfully designed for comfort and style.